Compound Detail

CHEMBL3787112

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Nc1ncnc2c1c(-c1cccc(O)c1)cn2[C@H]1C[C@@H](CN2CCC2)C1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3787112
Phase	Preclinical
Structure Type	MOL
InChI Key	BETBNWGUKZUUAX-OTVXOJSOSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

349.4

MW (Da)

3.04

ALogP

HBA

HBD

80.2

PSA (Å²)

0.76

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C20H23N5O
MW	349.44
Aromatic Rings	3
Heavy Atoms	26
NP-Likeness	-0.31

Activity Summary

IC50 51 meas. best 8.3

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Ephrin type-B receptor 4 CHEMBL5147	IC50	8.3	8.3	5.0	2
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	IC50	8.1	8.1	8.0	2
Ephrin type-A receptor 4 CHEMBL3988	IC50	8.05	8.05	9.0	1
Rho-associated protein kinase 2 CHEMBL2973	IC50	8.05	8.05	9.0	1
Protein kinase C alpha type CHEMBL299	IC50	7.28	7.28	53.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform CHEMBL3130	IC50	6.92	6.92	120.0	1
Protein kinase C theta type CHEMBL3920	IC50	6.64	6.64	230.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform CHEMBL3145	IC50	6.64	6.64	230.0	2
Tyrosine-protein kinase JAK1 CHEMBL2835	IC50	6.58	6.58	260.0	2
Cyclin-dependent kinase 2 CHEMBL301	IC50	6.39	6.39	410.0	1
Insulin-like growth factor 1 receptor CHEMBL1957	IC50	6.38	6.37	420.0	4
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	6.38	6.38	420.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	6.36	6.36	440.0	2
Tyrosine-protein kinase BTK CHEMBL5251	IC50	6.24	6.24	580.0	1
Insulin receptor CHEMBL1981	IC50	6.2	5.68	638.0	3
Mast/stem cell growth factor receptor Kit CHEMBL1936	IC50	6.17	6.17	670.0	1
Tyrosine-protein kinase Lck CHEMBL258	IC50	6.16	6.16	690.0	2
ALK tyrosine kinase receptor CHEMBL4247	IC50	6.12	6.12	760.0	1
cAMP-dependent protein kinase catalytic subunit alpha CHEMBL4101	IC50	6.11	6.11	780.0	1
Platelet-derived growth factor receptor alpha CHEMBL2007	IC50	6.05	6.05	900.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform CHEMBL3267	IC50	6.01	6.01	980.0	1
Tyrosine-protein kinase JAK2 CHEMBL2971	IC50	5.96	5.96	1100.0	1
MAP kinase-interacting serine/threonine-protein kinase 2 CHEMBL4204	IC50	5.96	5.96	1100.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform CHEMBL4005	IC50	5.85	5.85	1400.0	2
Non-receptor tyrosine-protein kinase TYK2 CHEMBL3553	IC50	5.82	5.82	1500.0	1
Glycogen synthase kinase-3 beta CHEMBL262	IC50	5.75	5.75	1800.0	1
Epidermal growth factor receptor CHEMBL203	IC50	5.64	5.64	2300.0	2
Serine/threonine-protein kinase N2 CHEMBL3032	IC50	5.62	5.62	2400.0	1
Fibroblast growth factor receptor 3 CHEMBL2742	IC50	5.6	5.6	2500.0	1
Serine/threonine-protein kinase N1 CHEMBL3384	IC50	5.58	5.58	2600.0	1
Fibroblast growth factor receptor 4 CHEMBL3973	IC50	5.55	5.55	2800.0	1
Aurora kinase A CHEMBL4722	IC50	5.51	5.51	3100.0	1
MAP kinase-activated protein kinase 5 CHEMBL3094	IC50	5.43	5.43	3700.0	1
Mitogen-activated protein kinase 14 CHEMBL260	IC50	5.32	5.32	4800.0	1
Tyrosine-protein kinase ABL1 CHEMBL1862	IC50	5.19	5.19	6400.0	1
RAC-alpha serine/threonine-protein kinase CHEMBL4282	IC50	5.16	5.16	7000.0	1
Tyrosine-protein kinase JAK3 CHEMBL2148	IC50	5.14	5.14	7200.0	1
3-phosphoinositide-dependent protein kinase 1 CHEMBL2534	IC50	5.09	5.09	8200.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Ephrin type-B receptor 4	IC50	=	5.0	nM	8.3	Inhibition of EphB4 receptor (unknown origin)	26951750
Ephrin type-B receptor 4	IC50	=	5.0	nM	8.3	Inhibition of EphB4 (unknown origin) in presence of [gamma33P]ATP	26951753
Proto-oncogene tyrosine-protein kinase receptor Ret	IC50	=	8.0	nM	8.1	Inhibition of RET (unknown origin) in presence of [gamma33P]ATP	26951753
Proto-oncogene tyrosine-protein kinase receptor Ret	IC50	=	8.0	nM	8.1	Inhibition of Ret (unknown origin)	26951750
Rho-associated protein kinase 2	IC50	=	9.0	nM	8.05	Inhibition of ROCK2 (unknown origin) in presence of [gamma33P]ATP	26951753
Ephrin type-A receptor 4	IC50	=	9.0	nM	8.05	Inhibition of EphA4 (unknown origin) in presence of [gamma33P]ATP	26951753
Protein kinase C alpha type	IC50	=	53.0	nM	7.28	Inhibition of PRKCA (unknown origin) in presence of [gamma33P]ATP	26951753
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform	IC50	=	120.0	nM	6.92	Inhibition of PI3Kdelta (unknown origin) in presence of [gamma33P]ATP	26951753
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	IC50	=	230.0	nM	6.64	Inhibition of PI3Kbeta (unknown origin) in presence of [gamma33P]ATP	26951753
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	IC50	=	230.0	nM	6.64	Inhibition of PI3K-beta (unknown origin)	26951750
Protein kinase C theta type	IC50	=	230.0	nM	6.64	Inhibition of PRKCQ (unknown origin) in presence of [gamma33P]ATP	26951753
Tyrosine-protein kinase JAK1	IC50	=	260.0	nM	6.58	Inhibition of Jak1 (unknown origin)	26951750
Tyrosine-protein kinase JAK1	IC50	=	260.0	nM	6.58	Inhibition of JAK1 (unknown origin) in presence of [gamma33P]ATP	26951753
Cyclin-dependent kinase 2	IC50	=	410.0	nM	6.39	Inhibition of CDK2A (unknown origin) in presence of [gamma33P]ATP	26951753
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	420.0	nM	6.38	Inhibition of human ERG by dofetilide binding assay	26951750
Insulin-like growth factor 1 receptor	IC50	=	420.0	nM	6.38	Inhibition of IGF-1 receptor (unknown origin) in presence of [gamma33P]ATP	26951753
Insulin-like growth factor 1 receptor	IC50	=	420.0	nM	6.38	Antagonist activity at human GST-tagged IGF-1R (950 to 133 residues) expressed i...	28850227
Insulin-like growth factor 1 receptor	IC50	=	420.0	nM	6.38	Inhibition of IGF-1 receptor (unknown origin)	26951750
Vascular endothelial growth factor receptor 2	IC50	=	440.0	nM	6.36	Inhibition of KDR (unknown origin) in presence of [gamma33P]ATP	26951753
Vascular endothelial growth factor receptor 2	IC50	=	440.0	nM	6.36	Inhibition of KDR (unknown origin)	26951750

Literature References

PubMed	DOI	Target Context	# Activities
26951753	10.1016/j.bmcl.2016.02.075	Insulin-like growth factor 1 receptor	3
26951753	10.1016/j.bmcl.2016.02.075	Insulin receptor	3
26951753	10.1016/j.bmcl.2016.02.075	Unchecked	2
26951753	10.1016/j.bmcl.2016.02.075	Non-receptor tyrosine-protein kinase TYK2	1
26951750	10.1016/j.bmcl.2016.02.074	Tyrosine-protein kinase Lck	1
26951750	10.1016/j.bmcl.2016.02.074	Vascular endothelial growth factor receptor 2	1
26951750	10.1016/j.bmcl.2016.02.074	Proto-oncogene tyrosine-protein kinase receptor Ret	1
26951750	10.1016/j.bmcl.2016.02.074	Ephrin type-B receptor 4	1
26951750	10.1016/j.bmcl.2016.02.074	Insulin receptor	1
26951750	10.1016/j.bmcl.2016.02.074	Insulin-like growth factor 1 receptor	1
26951753	10.1016/j.bmcl.2016.02.075	Phosphatidylinositol 3-kinase catalytic subunit type 3	1
26951753	10.1016/j.bmcl.2016.02.075	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform	1
28850227	10.1021/acs.jmedchem.7b00315	Insulin-like growth factor 1 receptor	1
26951753	10.1016/j.bmcl.2016.02.075	Rho-associated protein kinase 2	1
26951753	10.1016/j.bmcl.2016.02.075	Proto-oncogene tyrosine-protein kinase receptor Ret	1
26951753	10.1016/j.bmcl.2016.02.075	Protein kinase C theta type	1
26951753	10.1016/j.bmcl.2016.02.075	Protein kinase C alpha type	1
26951753	10.1016/j.bmcl.2016.02.075	cAMP-dependent protein kinase catalytic subunit alpha	1
26951753	10.1016/j.bmcl.2016.02.075	Serine/threonine-protein kinase N1	1
26951753	10.1016/j.bmcl.2016.02.075	Serine/threonine-protein kinase N2	1

Data from ChEMBL 36 via Core Engine